data_4AU # _chem_comp.id 4AU _chem_comp.name "1H-benzimidazol-2-yl(1H-pyrrol-2-yl)methanone" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-15 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 211.219 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4AU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4AUA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 4AU C1 C1 C 0 1 Y N N 19.744 36.715 -11.476 -4.473 0.113 0.000 C1 4AU 1 4AU C2 C2 C 0 1 Y N N 20.440 36.603 -10.284 -3.591 -0.945 -0.000 C2 4AU 2 4AU C3 C3 C 0 1 Y N N 21.440 35.651 -10.181 -2.223 -0.701 -0.000 C3 4AU 3 4AU C4 C4 C 0 1 Y N N 21.723 34.827 -11.259 -1.749 0.626 0.000 C4 4AU 4 4AU C5 C5 C 0 1 Y N N 21.018 34.928 -12.445 -2.667 1.684 0.001 C5 4AU 5 4AU C6 C6 C 0 1 Y N N 20.024 35.881 -12.542 -4.006 1.421 0.001 C6 4AU 6 4AU C8 C8 C 0 1 Y N N 23.051 34.311 -9.583 -0.014 -0.682 0.000 C8 4AU 7 4AU N17 N17 N 0 1 Y N N 22.287 35.335 -9.104 -1.107 -1.508 -0.000 N17 4AU 8 4AU C10 C10 C 0 1 N N N 24.119 33.600 -8.879 1.394 -1.133 0.000 C10 4AU 9 4AU C11 C11 C 0 1 Y N N 24.402 33.903 -7.464 2.478 -0.150 0.001 C11 4AU 10 4AU C12 C12 C 0 1 Y N N 23.788 34.740 -6.531 3.833 -0.426 0.001 C12 4AU 11 4AU C13 C13 C 0 1 Y N N 24.483 34.616 -5.333 4.501 0.800 0.001 C13 4AU 12 4AU C14 C14 C 0 1 Y N N 25.519 33.702 -5.551 3.567 1.784 0.002 C14 4AU 13 4AU N7 N7 N 0 1 Y N N 25.455 33.280 -6.838 2.335 1.220 -0.005 N7 4AU 14 4AU N9 N9 N 0 1 Y N N 22.730 33.991 -10.873 -0.405 0.569 0.001 N9 4AU 15 4AU O16 O16 O 0 1 N N N 24.745 32.769 -9.496 1.651 -2.323 -0.000 O16 4AU 16 4AU H21 H21 H 0 1 N N N 26.075 32.621 -7.264 1.493 1.701 -0.010 H21 4AU 17 4AU H23 H23 H 0 1 N N N 22.929 35.370 -6.708 4.288 -1.406 0.001 H23 4AU 18 4AU H24 H24 H 0 1 N N N 24.264 35.129 -4.408 5.572 0.940 0.002 H24 4AU 19 4AU H25 H25 H 0 1 N N N 26.247 33.386 -4.818 3.773 2.844 0.003 H25 4AU 20 4AU H26 H26 H 0 1 N N N 22.321 35.761 -8.200 -1.097 -2.478 0.000 H26 4AU 21 4AU H1 H1 H 0 1 N N N 18.972 37.464 -11.574 -5.536 -0.076 -0.004 H1 4AU 22 4AU H2 H2 H 0 1 N N N 20.207 37.247 -9.449 -3.960 -1.960 -0.000 H2 4AU 23 4AU H6 H6 H 0 1 N N N 19.460 35.976 -13.458 -4.711 2.240 0.001 H6 4AU 24 4AU H5 H5 H 0 1 N N N 21.240 34.276 -13.277 -2.316 2.705 0.001 H5 4AU 25 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 4AU C1 C2 SING Y N 1 4AU C1 C6 DOUB Y N 2 4AU C2 C3 DOUB Y N 3 4AU C3 C4 SING Y N 4 4AU C3 N17 SING Y N 5 4AU C4 C5 DOUB Y N 6 4AU C4 N9 SING Y N 7 4AU C5 C6 SING Y N 8 4AU C8 N17 SING Y N 9 4AU C8 C10 SING N N 10 4AU C8 N9 DOUB Y N 11 4AU C10 C11 SING N N 12 4AU C10 O16 DOUB N N 13 4AU C11 C12 DOUB Y N 14 4AU C11 N7 SING Y N 15 4AU C12 C13 SING Y N 16 4AU C13 C14 DOUB Y N 17 4AU C14 N7 SING Y N 18 4AU N7 H21 SING N N 19 4AU N17 H26 SING N N 20 4AU C12 H23 SING N N 21 4AU C13 H24 SING N N 22 4AU C14 H25 SING N N 23 4AU C1 H1 SING N N 24 4AU C2 H2 SING N N 25 4AU C6 H6 SING N N 26 4AU C5 H5 SING N N 27 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 4AU SMILES ACDLabs 12.01 "O=C(c2nc1ccccc1n2)c3cccn3" 4AU InChI InChI 1.03 "InChI=1S/C12H9N3O/c16-11(10-6-3-7-13-10)12-14-8-4-1-2-5-9(8)15-12/h1-7,13H,(H,14,15)" 4AU InChIKey InChI 1.03 WKGKIJSPPFRZEQ-UHFFFAOYSA-N 4AU SMILES_CANONICAL CACTVS 3.385 "O=C(c1[nH]ccc1)c2[nH]c3ccccc3n2" 4AU SMILES CACTVS 3.385 "O=C(c1[nH]ccc1)c2[nH]c3ccccc3n2" 4AU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)[nH]c(n2)C(=O)c3ccc[nH]3" 4AU SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)[nH]c(n2)C(=O)c3ccc[nH]3" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 4AU "SYSTEMATIC NAME" ACDLabs 12.01 "1H-benzimidazol-2-yl(1H-pyrrol-2-yl)methanone" 4AU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1H-benzimidazol-2-yl(1H-pyrrol-2-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4AU "Create component" 2012-05-15 EBI 4AU "Initial release" 2013-02-01 RCSB 4AU "Modify descriptor" 2014-09-05 RCSB #